Methanol → HCID 54682805, compound

HRID 2293690Notes

Reaction equation

HRID 2293690 reaction equation
[CH:1]1([CH:4]([C:24]2[C:29](=[O:30])[O:28][C:27]3[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][C:26]=3[C:25]=2[OH:37])[C:5]2[CH:6]=[C:7]([NH:11][S:12]([C:15]3[CH:16]=[C:17]([CH:21]=[CH:22][CH:23]=3)[C:18]([OH:20])=[O:19])(=[O:14])=[O:13])[CH:8]=[CH:9][CH:10]=2)[CH2:3][CH2:2]1.S(=O)(=O)(O)O.[CH3:43]O>C(OCC)(=O)C>[CH:1]1([CH:4]([C:24]2[C:29](=[O:30])[O:28][C:27]3[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][C:26]=3[C:25]=2[OH:37])[C:5]2[CH:6]=[C:7]([NH:11][S:12]([C:15]3[CH:16]=[C:17]([CH:21]=[CH:22][CH:23]=3)[C:18]([O:20][CH3:43])=[O:19])(=[O:13])=[O:14])[CH:8]=[CH:9][CH:10]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 54688941HCID 54688941, compound

Product 1

HCID 54682805HCID 54682805, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of the title compound from Example 292 (300 mg) and concentrated sulfuric acid (300 μL) in methanol (10 mL) is stirred for 2 days at room temperature, diluted with ethyl acetate, washed with water, brine, dried (anhydrous sodium sulfate), filtered, concentrated, and chromatographed on silica gel to give 225 mg of the title compound.

Workup

  1. washwashed with water, brine
  2. dry with materialdried (anhydrous sodium sulfate)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customchromatographed on silica gel

Sources & evidence

ORD record
ord-3008dcbeab754bdd9a022765c1f9517b
Source dataset
uspto-grants-1997_11
Patent number
US05686486

Reaction notes

Loading…